Winter boots for men are essential this season. Every guy should have a good quality pair of boots to wear with dress pants or jeans in the winter. They can easily be dressed up or down, and a neutral color like brown will go with many different pieces. We styled Jordan in his Cole Haan boots paired with dark slim denim and a layered look on top. The jeans were on the longer side so we cuffed them to create a tailored look. We love the contrast of the cuff against the boots because it really adds some subtle dimension to his loo. For the top part of this outfit, we put him in a patterned button up shirt layered with a cardigan, and layered again with a military jacket. All of this layering is a great alternative to wearing a bulky wool coat in the winter time. Light layers are comfortable and they'll keep you warm. Check out Jordan's outfit details below!